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Synthesis and photolysis of doxyl derivatives of 5β‐androstan‐3‐ones
Author(s) -
Smith Douglas L.,
Spencer Thomas A.
Publication year - 1979
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570160441
Subject(s) - chemistry , photodissociation , photochemistry
In an unsuccessful attempt to effect remote functionalization at C9, 4,4‐dimethyloxazolidine‐ N ‐oxyl (doxyl) derivatives at C3 of 5β‐androstan‐3,17‐dione and 5β‐androstan‐17β‐ol‐3‐one were prepared and photolyzed. The former doxyl yielded its C13 stereoisomer; the latter was converted very slowly to intractable material.